66508-11-0

Usage

Uses

Used in Organic Synthesis:
3-(N-Hydroxyamino)propyl Phosphonate is used as a key intermediate in organic synthesis for its ability to participate in a variety of chemical reactions. Its presence in a molecule can facilitate the formation of new bonds and the transformation of other functional groups, which is crucial in the development of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-(N-Hydroxyamino)propyl Phosphonate is used as a building block for the synthesis of drug candidates. Its unique reactivity allows for the creation of novel molecular scaffolds that can exhibit specific biological activities, potentially leading to the discovery of new therapeutic agents.
Used in Agrochemical Development:
3-(N-Hydroxyamino)propyl Phosphonate also finds application in the agrochemical sector, where it is utilized in the synthesis of new pesticides and herbicides. Its versatility in organic synthesis enables the development of compounds with improved efficacy and selectivity against target pests and weeds.
Used in Specialty Chemicals Production:
Beyond the pharmaceutical and agrochemical industries, 3-(N-Hydroxyamino)propyl Phosphonate is also employed in the production of specialty chemicals. These can include materials for coatings, adhesives, and other industrial applications where unique chemical properties are required.

InChI:InChI=1/C3H10NO4P/c5-4-2-1-3-9(6,7)8/h4-5H,1-3H2,(H2,6,7,8)

Upstream product

• 66508-84-7 dimethyl (E)-<3-<(N-acetyl-N-hydroxy)amino>propyl>phosphonate 
• 73226-73-0 3-(N-acetyl-N-hydroxyamino)-propylphosphonic acid monosodium salt 
• 557090-55-8 O-(benzylhydroxylamino)propylphosphonic acid diethyl ester 
• 66508-19-8 3-(N-hydroxyamino)-propylphosphonic acid diethylester 
• 85006-25-3 N,N-di(tert-butoxycarbonyl)hydroxylamine 
• 165070-00-8 diisopropyl (1-methoxycarbonyloxy-2-propenyl)phosphonate 
• 66498-72-4 diethyl 3-(N-tosyl-N-benzyloxyamino)propylphosphonate 

Downstream Products

• 66508-75-6 {3-[Hydroxy-(2-oxo-2-phenyl-acetyl)-amino]-propyl}-phosphonic acid 
• 66508-32-5 3-(N-acetyl-N-hydroxyamino)propylphosphonic acid 
• 66508-47-2 C₁₀H₁₅N₂O₅P 
• 66508-69-8 3-(N-hydroxy-N-phenoxyacetylamino)propylphosphonic acid 
• 66508-37-0 fosmidomycin mono sodium salt 
• 66508-53-0 fosmidomycin 
• 73226-73-0 3-(N-acetyl-N-hydroxyamino)-propylphosphonic acid monosodium salt 
• 66508-72-3 monoammonium salt of 3-[N-hydroxy-N-(2-hydroxyimino-2-phenylacetyl)amino]-propylphosphonic acid 
• 66508-34-7 3-[N-(N-benzyloxycarbonylaminoacetyl)-N-hydroxyamino]propylphosphonic acid 
• 66508-35-8 3-(N-aminoacetyl-N-hydroxyamino)propylphosphonic acid 
• 66508-45-0 monoammonium salt of 3-[N-(4-chloro-2-hydroxy benzoyl)-N-hydroxyamino]propylphosphonic acid 

Relevant academic research and scientific papers

Regioselective palladium(0) catalyzed amination of carbonates of allylic α-hydroxyphosphonates with hydroxylamine derivatives: A convenient route to phosphonic acids related to the antibiotic fosmidomycin

Palladium(0) catalyzed amination of diisopropyl (1-methoxycarbonyloxy-2-propenyl)phosphonate (1) with tert-butyl (tert-butoxycarbonyloxy)carbamate (BocNHOBoc, 2a), and (N-acetyloxy)acetamide (AcNHOAc, 2b) proceeds regiospecifically and with high (E)-stereoselectivity to give the protected [3-(N-hydroxyamino)-1-propenyl]phosphonates 3a and 3b, respectively, in high yields. Hydrogenation of compounds 3a and 3b affords the corresponding propylphosphonates 4. Compounds 3a,b and 4a,b are further converted to precursors and analogues of the phosphonic acid antibiotic fosmidomycin.

Fosmidomycin analogues as inhibitors of monoterpenoid indole alkaloid production in Catharanthus roseus cells

Substituted 3-[2-(diethoxyphosphoryl)propyl]oxazolo[4,5-b]pyridine-2(3H)- ones were obtained by functionalization at 6-position with various substituents (aryl, vinyl, carbonyl chains) via reactions catalysed with palladium. We found that these new fosmidomycin analogues inhibited the accumulation of ajmalicine, a marker of monoterpenoid indole alkaloids production in plant cells. Some of them have greater inhibitory effect than fosmidomycin and fully inhibit alkaloid accumulation at the concentration of 100 μM.

Use of organophosphorus compounds for the therapeutic and prophylactic treatment of infections

Use of organophosphorus compounds of general Formula (I) for the therapeutic and prophylactic treatment of infections in humans and animals caused by viruses, fungi and parasites.

N-(Diethoxyphosphoryl)-O-benzylhydroxylamine - A convenient substrate for the synthesis of N-substituted O-benzylhydroxylamines

Easily available N-(diethoxyphosphoryl)-O-benzylhydroxylamine was shown to be convenient, orthogonally protected substrate for regioselective N-alkylation by means of diverse halides under basic conditions (sodium hydride/ tetrabutylammonium bromide). An

STUDIES ON PHOSPHONIC ACID ANTIBIOTICS. I. STRUCTURE AND SYNTHESIS OF 3-(N-ACETYL-N-HYDROXYAMINO)PROPYLPHOSPHONIC ACID (FR-900098) AND ITS N-FORMYL ANALOGUE (FR-31564)

The structure elucidation of FR-900098 (1) isolated from a microorganism source and the syntheses of FR-900098 and its N-formyl analogue, FR-31564 (2), are described.The latter possesses a superior antimicrobial activity.

Hydroxyaminohydrocarbonphosphonic acids

New hydroxyaminohydrocarbonphosphonic acid derivatives of the formula: STR1 wherein R1 is hydrogen or acyl, R2 is hydrogen, lower alkyl, ar(lower)alkyl or acyl, and A is lower alkylene, lower alkenylene or hydroxy(lower)alkylene, or